Tayana owners could speak with more validity cuz you know it was 29 yrs ago but as I recall maybe 55 deg relative and needed to motor to point higher. I just remember how it seemed to struggle making windward progress. Not my kind of boat.
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A Tayana 37 is a good boat for someone who wants a low cost offshore cruising boat and is willing to do a lot of work themselves. Your description of paying a yard to do the work on the boat in my mind makes a 1977 T-37 a terrible choice for you. By the time you add up the yard costs over the years you could have bought a much newer boat and spent less.
I helped friends buy a Tayana 37 a few years ago. They got a good deal on a fairly well equipped one. They still had to replace all the chainplates and the standing rigging. Over the past few years the boat has been constant maintenance as they cruise -- like most 1977 boats will be.
Old boats are not cost effective if you are paying yards to do the maintenance.
Yep, popular cruising boat and owners tend to like them. But they need a lot of work. The one you are looking at mush be an early one with wooden spars. just another downside. I think trying to use that boat and pay someone else to maintain it is a mistake.
Alot of potential high $ items also. Everything from rotten floor supports to rotten decks.
__________________ "I spent most of my money on Booze, Broads and Boats. The rest I wasted" - Elmore Leonard